Summary: This is a new series. It takes place between season one and two of Gossip Girl. The summer that was supposed to be for Chuck and Blair.
DISCLAIMER: I do not own Gossip Girl or the CW.

"Having a real girlfriend will force you to learn about responsiblity, sacrifice, being faithful, taking into account someone else's feelings, not just your own. All of the partying, the women, when you come back this summer, you will be real man," Bart Bass reassured Chuck.

A real man, responsiblity? Surely Chuck Bass wasn't ready for that. He only asked Blair to come to Tuscony with him so he could get her away from Nate. Blair. The brunette curled Queen of Constance that Chuck admired. He admired her for her wit, cleverness, and Blair was gorgeous. After Bart had made his speech Lily walked in with a blondie in a blue dress. She had her long hair to a side ponytail and her binder and pen in her hand.

"Bart, Chuck," Lily began, "I'd like you to meet Amelia. She's been helping me with the new renevating."

Bart and Chuck both waved. Bart walked over to Lily and they both walked out of the room to look at the new plans they had for summer. Amelia looked around the room taking notes.

Chuck walked over to Amelia. "Amelia," Chuck smiled, "I was hoping what you were going to plan for my room... in Tuscony?"

"Tuscony, huh?" Amelia looked at him,"Really?" She smiled.

"Yes, I have a friend coming with me and maybe you should tag along?" Chuck asked hoping Amelia would say yes.

"Ok," Amelia said.

"Great, you can go pack and I'll meet up with you," Chuck said.

Blair was at the jumpstart waiting for Chuck. She was sitting on a bench with her bag in her hand and her brown hat in the other. Her phone rang and she opened it. The text read from Chuck saying "i hope u don't mind we'll be late? i have a friend that's cming." Blair didn't mind about him being late, she minded that he was bringing someone else. She just hoped it wasn't Nate Archibald. It's probably some guy that needs a lift to Tuscony, Blair thought, I mean he's not going stay with Chuck and me, right? Blair was unsure about everything and went up to the pilot.

"Sir," Blair began, "Chuck's going to be late... He's bringing a friend."

The pilot nodded and Blair went back to the mahogany bench. She took a deep breath.